Except on Sundays, I ALWAYS wear Wrangler Cargo Shorts, one Glock 26 with a 15 round Mag in the front pocket using Desantis Nemesis Pocket Holster, as Backup, and Primary Glock 26 with 20 Round mag in Desantis Tuck-This 2 on a CompTac Kydex REINFORCED beltI often wear shorts
On Sundays, I wear a pair of 12" Deep Pocket pants (or cold ice days,12" deep pocket jeans from Duluth Trading Co.) Same 2 pistols + Holsters
Done that daily since about 2008
I might shop for shoulder holsters as an option, or for third way to carry.